158+ Perfect Pickle Stays with Nearby Pickleball Facilities |
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  4. Northwest Orlando

Northwest Orlando pickleball Stays, Resort Rentals, & Homes

About Northwest Orlando Vacation Rentals

Discover over 158 amazing vacation rental options in Northwest Orlando with pickleball courts or nearby facilities. From resorts to hotels, villas to condos, PickleTrip connects you with a vast selection of pickleball-ready amenities at great prices, providing you with the perfect spot to base your next pickleball vacation. Stay and Play pickleball When You Travel and uncover great stays in Northwest Orlando.

Find exclusive last-minute deals on vacation rentals, resorts, and hotels with private courts and nearby facilities with PickleTrip™, whether you're traveling solo or with a group. Our platform offers a variety of stay options, from vacation rentals to Airbnb-style properties, all with private pickleball courts or nearby facilities. Compare options from multiple suppliers with a single click to find the perfect stay that fits your budget and style. Places to stay near pickleball courts are an average of 437.97 ft², with prices averaging US $214 per night.

With PickleTrip™, you can easily search for and book your next pickleball vacation rental with courts or nearby facilities. Our platform connects you with the ideal holiday rental to create a lifetime of travel memories. Prices listed are often discounted versus rack rates, so you can secure your perfect place to stay today and get ready to play pickleball in Northwest Orlando.

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Top Pickleball-Ready Accommodation Types in Northwest Orlando

Type Count
Vacation Homes 96
Holiday Apartments 37
Cottages 2
Villas 2

Use these Quick Filters to Find a Vacation Rental in Northwest Orlando

★ Pro Tip: PickleTrip™ is a travel platform, connecting avid pickleball players and enthusiasts with a variety of vacation rentals, resorts, and hotels featuring private pickleball courts or nearby facilities. We curate a vast selection of properties from trusted sources, providing you with unbeatable options and pricing to find the perfect pickleball getaway. Experience unforgettable pickleball matches in Northwest Orlando with PickleTrip™.

Weather in Northwest Orlando, FL

View the weather forecast for Northwest Orlando before booking your Northwest Orlando Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay in Northwest Orlando, FL


Callahan 742 Properties
Lake Dot 727 Properties
Jack Kerouac House 708 Properties
Overbrook Park 686 Properties
Spring Lake 651 Properties
West Colonial 419 Properties
Fairview Shores 311 Properties
Malibu Groves 195 Properties
Seaboard Industrial 178 Properties
Rosemont 166 Properties
Signal Hill 132 Properties
Princeton - Silver Star 39 Properties

Frequently Asked Questions About Northwest Orlando?

What are the top vacation rentals, resorts, and hotels in Northwest Orlando with Courts?

Experience the ultimate pickleball vacation with PickleTrip™. We offer a variety of premium rental properties, resorts, and hotels with private pickleball courts or nearby facilities in Northwest Orlando. Whether you're a beginner or a seasoned player, we have the perfect destination for you to stay and play. Book now and discover the best pickleball vacation spots in Northwest Orlando!

How many pickleball-ready properties have private pools in Northwest Orlando?

Discover 3 accommodations with private or nearby pickleball courts in Northwest Orlando. Some of the best destinations to stay and play pickleball are:

Which vacation rentals, resorts, or hotels in Northwest Orlando is best for families looking for a pickleball-getaway?

Looking for a fun and active getaway with pickleball courts in Northwest Orlando? With PickleTrip™, you'll have access to a wide selection of top-rated properties that offer private pickleball courts or nearby facilities. Make the most of you getaway and ace your A-game while you travel.

How many PickleTrip vacation rentals or resorts are available in Northwest Orlando?

PickleTrip™ offers a diverse selection of properties with private pickleball courts or nearby facilities to enhance your pickleball experience on your next trip. With a combination of established great stays and new options in top locations, PickleTrip™ has over 158 properties listed in Northwest Orlando in 2025, and the number only continues to grow. By consolidating listings from various providers, PickleTrip™ brings you the best luxury stays for a sporty, professional, and fun travel experience.

Nearby Neighborhood (16) 
Neighborhood Property Count
Southwest Orlando Vacation Rentals in Orlando, Florida 1075
Downtown Orlando Vacation Rentals in Orlando, Florida 591
College Park Vacation Rentals in Orlando, Florida 38
Orlovista Vacation Rentals in Orlando, Florida 30
Pine Hills Vacation Rentals in Orlando, Florida 28
West Colonial Vacation Rentals in Orlando, Florida 419
Callahan Vacation Rentals in Orlando, Florida 742
Lake Dot Vacation Rentals in Orlando, Florida 727
Rosemont Vacation Rentals in Orlando, Florida 166
Signal Hill Vacation Rentals in Orlando, Florida 132
Malibu Groves Vacation Rentals in Orlando, Florida 195
Lorna Doone Vacation Rentals in Orlando, Florida 657
Spring Lake Vacation Rentals in Orlando, Florida 651
Westfield Vacation Rentals in Orlando, Florida 630
Haralson Estates Vacation Rentals in Orlando, Florida 536
Lake Mann Estates Vacation Rentals in Orlando, Florida 513

People Also Ask

There are 158 Northwest Orlando, FL Vacation Rentals

Recently Booked Vacation Rentals in Northwest Orlando